Synlett

Short and efficient synthesis of homo-Freidinger lactams: an olefin metathesis approach towards conformationally restricted β-amino acid analogues

T Hoffmann, P Gmeiner

Index: Hoffmann, Tobias; Gmeiner, Peter Synlett, 2002 , # 6 p. 1014 - 1016

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Citation Number: 12

Abstract

Abstract Peptide coupling of the N-allyl or N-homoallyl α-amino acid esters 6a-d with enantiomerically pure β-C-allylglycine gave access to the dienes 7a-d which were subjected to an olefin metathesis reaction. Thus, the novel lactam bridged peptide mimics 8a-d were obtained in good overall yield. Modifications in ring size and substitution pattern of the Homo- Freidinger lactams were demonstrated.